反应 #2061

反应方程式

2-[2,4-dichloro-5-(2-propynyloxy)phenyl]-2,4-dihydro-5-(3-butenyl)-3H-1,2,4-triazol-3-one

sodium periodate

→

title product

收率 92.2%

2-[2,4-dichloro-5-(2-propynyloxy)phenyl]-2,4-dihydro-5-(3-oxo-propyl)-3H-1,2,4-triazol-3-one

收率 92.2%

溶剂

water

tetrahydrofuran

water

反应条件

后处理

1. 1
   萃取extracted with ethyl acetate
2. 2
   干燥The organic layer was dried (MgSO4)
3. 3
   浓缩concentrated in vacuo
4. 4
   其他The crude product was purified by flash chromatography over silica gel
5. 5
   洗涤eluting with a 96:4 v
6. 6
   workup.ADDITIONv mixture of dichloromethane and methanol

实验过程

To a solution of 500 mg (1.48 mmol) of 2-[2,4-dichloro-5-(2-propynyloxy)phenyl]-2,4-dihydro-5-(3-butenyl)-3H-1,2,4-triazol-3-one in a mixture of 10 mL of tetrahydrofuran and 10 mL of water was added 696 mg (3.25 mmol) of sodium periodate and 167 mL of 0.18M aqueous solution of osmium tetroxide at room temperature. The mixture was stirred at the room temperature for 2h, and then diluted with water and extracted with ethyl acetate. The organic layer was dried (MgSO4) and concentrated in vacuo. The crude product was purified by flash chromatography over silica gel, eluting with a 96:4 v:v mixture of dichloromethane and methanol to give 464 mg of the title product of Step 1 as a white foam. 1H NMR (CDCI3, 400 MHz) δ 11.5 (broad s,1H), 9.8 (s,1H), 7.55 (s,1H), 7.2 (s,1H), 4.8 (s,2H), 2.9 (m,4H).

来源